Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed Reactions of Aldehyde Acyl Anions with either Diarylmethyl or Allylic Carbonates

Shigeo Yasuda; Takuya Ishii; Shunsuke Takemoto; Hiroki Haruki; Hirohisa Ohmiya

doi:10.1002/anie.201712811

Synergistic N-Heterocyclic Carbene/Palladium-Catalyzed Reactions of Aldehyde Acyl Anions with either Diarylmethyl or Allylic Carbonates

Angew Chem Int Ed Engl. 2018 Mar 5;57(11):2938-2942. doi: 10.1002/anie.201712811. Epub 2018 Feb 9.

Authors

Shigeo Yasuda¹, Takuya Ishii¹, Shunsuke Takemoto¹, Hiroki Haruki¹, Hirohisa Ohmiya¹

Affiliation

¹ Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa, 920-1192, Japan.

PMID: 29359835
DOI: 10.1002/anie.201712811

Abstract

Benzylation and allylation of aldehyde acyl anions were enabled by the merger of a thiazolium N-heterocyclic carbene (NHC) catalyst and a palladium/bisphosphine catalyst in a synergistic manner. Owing to the mildness of the reaction conditions, various functional groups were tolerated in the substrates.

Keywords: aldehydes; carbenes; ketones; palladium; synthetic methods.

Publication types

Research Support, Non-U.S. Gov't